Sodium Iodide → Methyl 4-(benzyloxy)-3,5-dimethoxybenzoate

HRID 1730098노트

반응식

HRID 1730098 반응식
[C:1]([O:14][CH3:15])(=[O:13])[C:2]1[CH:12]=[C:9]([O:10][CH3:11])[C:7]([OH:8])=[C:4]([O:5][CH3:6])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[CH2:24](Cl)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)C>[CH3:11][O:10][C:9]1[CH:12]=[C:2]([CH:3]=[C:4]([O:5][CH3:6])[C:7]=1[O:8][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:1]([O:14][CH3:15])=[O:13]

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 70164Methyl Syringate

생성물 1

HCID 563916Methyl 4-(benzyloxy)-3,5-dimethoxybenzoate수율 63%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 21.2 g. of methyl syringate, 15 g. of potassium carbonate, 1 g. of sodium iodide, 70 ml. of 95% ethanol (5% methanol), and 14 g. of benzyl chloride was heated at reflux with stirring for 4 hours. The alcohol was stripped off, ice water added, and the mixture extracted with ether. The ether exxtract was washed with water and the ether stripped off. Benzene was added and stripped to remove traces of water. The residual oil was dissolved in isopropanol, charcoal added, and the mixture filtered. Hexane was added and the solution cooled. A total of 19 g. (63% yield) of methyl 3,5-dimethoxy-4-benzyloxybenzoate, m.p. 62°-65° C., was obtained.

후처리

  1. additionA mixture of 21.2 g
  2. temperatureat reflux
  3. extractionthe mixture extracted with ether
  4. washThe ether exxtract was washed with water
  5. additionBenzene was added
  6. customto remove traces of water
  7. dissolutionThe residual oil was dissolved in isopropanol
  8. additioncharcoal added
  9. filtrationthe mixture filtered
  10. additionHexane was added
  11. temperaturethe solution cooled

출처 및 근거

ORD 기록
ord-746fbc52772b4391993f128acc815931
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03991050

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